Sarasota Rentals
From $199 per night (USD)VRBO
Historic Craftsman Charm - Fido Friendly, Fenced Yard, Fire Pit, Near Sarasota Beaches and Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
SLEEPING ARRANGEMENTS 2 BR / 2BA / Sleeps 4 Master Bedroom – One queen bed and en-suite bathroom with walk-in sh ...
From $199 per night (USD)VRBO
From $324 per night (USD)Expedia
Spacious Home with Pool Close to Beaches and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The incredible location near Siesta Key Beach and Downtown Sarasota, mixed in with all of the wonderful amenities makes ...
From $324 per night (USD)Expedia
From $94 per night (USD)VRBO
Location! Location! Location! Sarasota!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A short walk to Selby Gardens and historic downtown Sarasota full of shopping and restaurants. Plus, Southside Village ...
From $94 per night (USD)VRBO
From $236 per night (USD)Expedia
A cozy, perfectly located house!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
A cozy perfectly located house just one mile from downtown Sarasota. Whether you need a great place to stay for work or ...
From $236 per night (USD)Expedia
From $272 per night (USD)VRBO
Bayview Getaway! Sarasota FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New luxury condominium with breathtaking views of Sarasota Bay and direct Gulf access. Kayak, boat or paddle board out ...
From $272 per night (USD)VRBO
From $194 per night (USD)Expedia
MAGNOLIA..
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax away from the city and the crowds! The 2 bedroom/1 bathroom bungalow style townhome is the perfect place to enjoy ...
From $194 per night (USD)Expedia
From $165 per night (USD)VRBO
RINGLING..
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the warm weather and the world's most beautiful beaches. Located in a perfect central location for all that Saras ...
From $165 per night (USD)VRBO
From $262 per night (USD)Expedia
Heated 3BR Pool Home Glen Oaks-Close to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 mi ...
From $262 per night (USD)Expedia
From $173 per night (USD)VRBO
Casa Stellata near Downtown Sarasota & Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Step into the comfort of this stylish 3BR 2.5Bath gem nestled in a friendly neighborhood, perfect for escaping ...
From $173 per night (USD)VRBO
From $145 per night (USD)Expedia
The Sapphire Suite 1Bed/1Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
VR24-00255 Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renov ...
From $145 per night (USD)Expedia
From $370 per night (USD)VRBO
The Serene Retreat near Siesta Key and Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our Casa Azul, with nordic boho-chic decor, is situated in Sarasota’s charming neighborhood of South Poinsettia Park. T ...
From $370 per night (USD)VRBO
From $172 per night (USD)Expedia
Windsor Bungalow Retreat- come for work and relaxation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
-License 26-VR-000064 Windsor cottage- built in 1940- is the perfect escape located in the heart of everything Sarasota ...
From $172 per night (USD)Expedia
From $308 per night (USD)VRBO
Waterfront Relaxation - Modern Comfortable Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to your next favorite destination, fun & sun and waterfront living! After a day of relaxing by the pool, head d ...
From $308 per night (USD)VRBO
From $410 per night (USD)Expedia
★ Private Waterfront Condo Sarasota FL ★ Pool/Gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Strand: a luxurious, brand-new gated community of condos located just minutes from the heart of Downtown ...
From $410 per night (USD)Expedia
From $369 per night (USD)VRBO
★ New Luxury Waterfront Condo ★ Pool/Gym/Hot tub ★
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Strand: a luxurious, brand-new gated community of condos located just minutes from the heart of Downtown ...
From $369 per night (USD)VRBO
From $194 per night (USD)Expedia
Location! walk to bay, New College, Ringling Museum, downtown and the beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Light filled, walk to the bay and Ringling Museum. This one-bedroom, 750-sf Cottage is perfect for a single traveler or ...
From $194 per night (USD)Expedia
From $291 per night (USD)VRBO
Fully Equipped Downtown Apartment with Pool, Gym, and Coworking Space!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This apartment is ready for you to stay! The kitchen has everything you need to cook a meal, all linens are provided, no ...
From $291 per night (USD)VRBO
From $379 per night (USD)Expedia
The Cottage Next Door Best Downtown location in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Recently restored 1925 cottage nestled in the heart of Sarasota's newest and most desirable downtown neighborhood and ju ...
From $379 per night (USD)Expedia
From $217 per night (USD)VRBO
Brand new deluxe Sarasota condo close to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a great location on Whitaker bayou with nice views from the deck. Brand new furniture with great king sized bed an ...
From $217 per night (USD)VRBO
From $146 per night (USD)Expedia
The Little Blue House - Your Sarasota GetAway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Little Blue House is a 3 bedroom 2 bath adorable property perfect for couples and families. The Little Blue House is ...
From $146 per night (USD)Expedia
From $233 per night (USD)VRBO
Tropical, private, downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You’ll more than enjoy your accommodations and be very glad you chose to stay here. Your apartment is well appointed, co ...
From $233 per night (USD)VRBO
From $523 per night (USD)Expedia
Luxury 4/3 home by Downtown, the bay and the Keys
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy high end living in one of Sarasota’s best neighborhoods. Only a few minute drive to downtown sarasota and st. Arma ...
From $523 per night (USD)Expedia
From $204 per night (USD)VRBO
Private Heated Pool Home Near Downtown & Legacy Trail
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Perfectly located Sarasota city home close to everything! Just minutes to Siesta Key Beach, Lido Beach, and vibrant Down ...
From $204 per night (USD)VRBO
From $202 per night (USD)VRBO
Walk to Downtown or Southside Village and Waterfront!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Retreat in the Heart of it All. – Perfect Location for Exploring Downtown Sarasota, Bay fishing Siesta Key and ...
From $202 per night (USD)VRBO
From $367 per night (USD)VRBO
Stunning, ultra modern pool home within walking distance of Sarasota Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spectacular 1900 sq ft, 3/2 is perfectly located for everything Sarasota has to offer; world-class beaches, theater ...
From $367 per night (USD)VRBO
From $193 per night (USD)VRBO
Sarasota Downtown, Best Location For Your Vacation !!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the ...
From $193 per night (USD)VRBO
From $286 per night (USD)VRBO
The Strand 304 - Luxury Waterfront Bay Views - Heated Pool & Spa - Near Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Unit 304 at The Strand — Sarasota's premier luxury waterfront community, where bay views, resort-style amenit ...
From $286 per night (USD)VRBO
From $210 per night (USD)Expedia
Bungalow w/ Heated Pool by Downtown & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A 3 bed/2 bath home 5 miles to award-winning beaches and minutes to airport, downtown, shopping, restaurants, and activi ...
From $210 per night (USD)Expedia
From $421 per night (USD)VRBO
DOWNTOWN Heated Pool Tropical Paradise w/ firepit + pool table!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is not just a place to stay - it’s a vacation experience. 🏝 Outdoor Living That Feels Like a Resort • Private he ...
From $421 per night (USD)VRBO
From $1240 per night (USD)Expedia
Casamigos | West of the Trail - Heated Saltwater Pool & Tiki Bar
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
🌴 Casamigos | Heated Saltwater Pool & Tiki Bar 💖 Why You'll Love This Home Experience island elegance at Casamigos, a ...
From $1240 per night (USD)Expedia
From $207 per night (USD)VRBO
Ocean Style 1/1.5 Condo The Strand Water View!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This fully furnished third-floor waterfront condo is centrally located on the West side of "The Strand" and spreads over ...
From $207 per night (USD)VRBO
From $417 per night (USD)VRBO
A Newly renovated home in desirable Indian Beach Sapphire Shores neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Two blocks from Sun Circle on a corner lot is the perfect setting to rent your home away from home. Quiet neighborhood ...
From $417 per night (USD)VRBO
From $277 per night (USD)VRBO
Old Florida bungalow in Sarasota‘s best location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Couldn’t get any cuter! We’re sharing our immaculately restored, historic 1925 Laurel Park bungalow with a large, privat ...
From $277 per night (USD)VRBO
Click For PricingExpedia
Central Sarasota Home: 8 Mi to Siesta Key!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Retreat to Florida's Gulf Coast when you book this home just 2 miles from downtown Sarasota! This 2-bedroom, 1-bathroom ...
Click For PricingExpedia
From $291 per night (USD)VRBO
Fully Equipped Downtown Apartment with Pool, Gym, and Coworking Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This apartment is ready for you to stay! The kitchen has everything you need to cook a meal, all linens are provided, no ...
From $291 per night (USD)VRBO
From $291 per night (USD)Expedia
Fully equipped downtown apartment with great amenities.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This apartment is ready for you to stay! The kitchen has everything you need to cook a meal, all linens are provided, no ...
From $291 per night (USD)Expedia
From $191 per night (USD)VRBO
Discover Hacienda del Sol - Dog-Friendly, Downtown, Walkable Neighborhood
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in sh ...
From $191 per night (USD)VRBO
From $194 per night (USD)Expedia
Stunning Water View, Kayaks, Resort Pool Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome To The Strand, Where Luxury Living Meets The Gorgeous Waterfront Of Downtown Sarasota. A gated waterfr ...
From $194 per night (USD)Expedia
From $98 per night (USD)VRBO
Sleeps 4-Close to Downtown, Beaches & Airport / Ground Floor Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ground floor unit (No Stairs). Sleeps four (4). Ground floor unit (No Stairs). Renting this unit will place you within w ...
From $98 per night (USD)VRBO
From $132 per night (USD)Expedia
Gated, NO stairs, NO carpet 1 min walk to lakefront POOL, PICKLEBALL/TENNIS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Morning swim your thing? Villagio's award-winning lakefront heated pool is mere steps from your front door. Your condo ...
From $132 per night (USD)Expedia
From $350 per night (USD)VRBO
Luxury Family Home Near Downtown & Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A tranquil and spacious 3BR/2BA house awaits you on a serene, traffic-free street. This luxurious abode boasts high-beam ...
From $350 per night (USD)VRBO
From $169 per night (USD)Expedia
Pinecraft Area Remodeled 3bdr/2bth Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Remodeled 3-bedroom home in the Pinecraft area of Bahia Vista puts you in the heart of Sarasota. Enjoy easy access to Si ...
From $169 per night (USD)Expedia
From $242 per night (USD)VRBO
Historic Stylish Gem. Walk to Water & Downtown! 7 mins to Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the perfect mix of old Florida charm & modern amenities at this centrally-located historic home just one block fro ...
From $242 per night (USD)VRBO
From $288 per night (USD)Expedia
All-New, Waterfront Condo Near Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book ENTIRE months only NOT mid-month to mid-month. Booking February 1 ...
From $288 per night (USD)Expedia
From $110 per night (USD)VRBO
Hemingway Inspired Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful villa, quiet and comfortable two bedroom one bath close to downtown and the beaches. You can grill on your pri ...
From $110 per night (USD)VRBO
From $214 per night (USD)Expedia
The Strand 521 - Luxury Top-Floor Suite - Breathtaking Bay Views - Pool & Spa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Unit 521 at The Strand — Sarasota's premier luxury waterfront community, where breathtaking top-floor bay vie ...
From $214 per night (USD)Expedia
From $283 per night (USD)VRBO
Arlington Park Area! 3BR/2BA Sarasota Home – Heated Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3-bedroom, 2-bath home across from Arlington Park, just minutes drive from Siesta Key Beach and Lido Beach and ...
From $283 per night (USD)VRBO
From $324 per night (USD)Expedia
Putt 'n Plunge Paradise: 3/2 House 10 mins to Downtown & 15 mins to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Putt 'n Plunge Paradise – Your Ultimate Sarasota Escape! Just 15 minutes from Sarasota’s world-famous beach ...
From $324 per night (USD)Expedia
From $544 per night (USD)VRBO
Newly renovated classic villa in exclusive neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lautus Villa is located on Sarasota coast in exclusive neighborhood. Walking distance to Botanic Garden, downtown restau ...
From $544 per night (USD)VRBO
From $169 per night (USD)Expedia
Waterfront Condo w/ Kayaks, Resort Pool, Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Indulge in serenity and style with this tranquil waterfront haven. Enjoy incredible views, a central location, ...
From $169 per night (USD)Expedia
From $153 per night (USD)VRBO
Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown ...
From $153 per night (USD)VRBO
From $101 per night (USD)Expedia
Downtown Sarasota Florida Vacation Rental, 2BR/2BA Apt, 5–10min to Lido & Siesta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Private 2-Bedroom, 2-Bath Apartment — Perfect for car-free guests (Sleeps up to 5 guests) Welcome to our cozy second-fl ...
From $101 per night (USD)Expedia
From $252 per night (USD)VRBO
Best Location w/ Fenced Yard & Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Super cute beach style home in Southgate neighborhood, near everything! Split floor plan - 3 bedrooms, two bathrooms p ...
From $252 per night (USD)VRBO
From $348 per night (USD)Expedia
DT home 10 min. drive from beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Right in the Rosemary District/Gillespie Park, this bright and spacious private home is a 10 minute drive to Lido Beache ...
From $348 per night (USD)Expedia
From $250 per night (USD)VRBO
Close to Beach & Shops | Private Home | Dog OK | Outdoor Seating | 1/2 mile to Siesta Key Bridge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Tranquilo! Book this beautifully renovated 3-bedroom, 2-bath modern home in an upscale Sarasota nei ...
From $250 per night (USD)VRBO
From $256 per night (USD)Expedia
Arlington Park Area! Heated Pool 3 bedroom/ 2 bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
FANTASTIC LOCATION! This 3-bedroom, 2-bath home with a heated pool is perfectly situated in one of Sarasota’s most desir ...
From $256 per night (USD)Expedia
From $694 per night (USD)VRBO
Mid-Century Pool Home in Arlington Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy sparkling turquoise private pool with sun shelf and lounge chairs while sunbathing on the raised deck or outdoor d ...
From $694 per night (USD)VRBO
From $497 per night (USD)Expedia
Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Pineapple House Sarasota—where location, comfort, cleanliness, and relaxation come together. Unwind in your ...
From $497 per night (USD)Expedia
From $110 per night (USD)VRBO
PRICE REDUCED AND ONLY A FEW MINUTES FROM THE #1 BEACH IN THE US!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sarasota is ready for you to enjoy winter in the sun. And it has never been more affordable! If you book 60 days in adva ...
From $110 per night (USD)VRBO
From $168 per night (USD)Expedia
Arlington Park House Sarasota Tropical Oasis Sarasota cert of reg # VR25-00010
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Arlington Park House Sarasota Tropical Oasis is a truly unique home located in Arlington Park Area of Sarasota Florida. ...
From $168 per night (USD)Expedia
From $275 per night (USD)VRBO
Sunset Casita near the Bay Indian Beach near Downtown Sarasota City Limits
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Casita oasis, located in the heart of Sarasota in the historic Indian Beach/Sapphire Shores neighborhood. Com ...
From $275 per night (USD)VRBO
From $201 per night (USD)Expedia
Charming Updated & Pet-Friendly Ranch Close to Beaches, Baseball, and Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Updated and well-equipped cozy home with modern furnishings and appliances. 2 bedrooms 1 bathroom with an eat-in kitchen ...
From $201 per night (USD)Expedia
From $173 per night (USD)VRBO
Near Downtown + Ocean: Sarasota Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Smart Appliances | Vintage Bar Cart w/ Bartender Kit | Walk to Arlington Park & Aquatic Complex Full of colorful accent ...
From $173 per night (USD)VRBO
From $278 per night (USD)Expedia
Costa Del Ray | Heated Pool, Gym + Covered Patio!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Costa Del Ray! Nestled in the radiant heart of Sarasota, just 15 minutes away from both Lido Key B ...
From $278 per night (USD)Expedia
From $332 per night (USD)VRBO
FABULOUS chic Indian Beach / Sapphire Shores house!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful, spacious, completely renovated home in the popular Indian Beach/Sapphire Shores neighborhood. Walk a few bloc ...
From $332 per night (USD)VRBO
From $120 per night (USD)Expedia
Downtown Sarasota Florida Vacation Rental 3BR/1.5BA House, Near Beaches, Unit 1
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our cozy and comfortable Sarasota home, just a 3-minute walk from downtown! It's the perfect place for famili ...
From $120 per night (USD)Expedia
From $255 per night (USD)VRBO
Downtown Sarasota Private Vacation Home - Minutes to Beaches, Beautiful Backyard, and Pet-Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Downtown Sarasota Private Vacation Home - Minutes to Lido Key Beach, St. Armands Circle, and all that Downtown Sarasota, ...
From $255 per night (USD)VRBO
From $299 per night (USD)Expedia
Living The Dream | Heated Pool + Putting Green + Swings
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and ...
From $299 per night (USD)Expedia
From $249 per night (USD)VRBO
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Keep it simple at this centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroom queen/ 1 ...
From $249 per night (USD)VRBO
From $332 per night (USD)Expedia
Downtown, Pets, 2-Car Garage, Beach & St. Armands
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy being close to everything at this smoke-free, centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gille ...
From $332 per night (USD)Expedia
From $582 per night (USD)VRBO
Sarasota Pet Friendly Vaca Home | Balcony + Garage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy being close to everything at this smoke free centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gilles ...
From $582 per night (USD)VRBO
From $147 per night (USD)Expedia
Tranquil Destination, Near Downtown Sarasota, Lido Key & Siesta Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Situated in the Historic Cocoanut District, this neighborhood is diverse with an exciting vibe. Downtown Sarasota is wa ...
From $147 per night (USD)Expedia
From $293 per night (USD)VRBO
Waldemere House | Saltwater Pool | Screened Porch, Fireplace + Games
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Waldemere House Located in a beautiful neighborhood just steps away from Arlington Park, and just 1 ...
From $293 per night (USD)VRBO
From $234 per night (USD)Expedia
Bahama Breeze | Private Pool w/ Patio + Outdoor TV!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Bahama Breeze! This beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes awa ...
From $234 per night (USD)Expedia
From $283 per night (USD)VRBO
Luxury DaliHouse in downtown! Dog park &pool & gym & hot tube & close to beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We invite you on a journey to the exclusive Dali House, where reality mixes with the magical touch of Salvador Dalí's ar ...
From $283 per night (USD)VRBO
From $425 per night (USD)VRBO
Sarasota Luxe - Pool, Hot Tub & Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
(Guests are required to E-sign Rental agreement after booking) You’ll never want to leave this extremely luxurious, ful ...
From $425 per night (USD)VRBO
From $206 per night (USD)VRBO
Charming Waterfront 1/1.5 Beautiful Sunsets at the Strand!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This fully furnished third-floor waterfront condo is centrally located on the West side of "The Strand" building A and s ...
From $206 per night (USD)VRBO
From $189 per night (USD)Expedia
Relax at the Blue Buttercup in Sarasota's sweet SouthSide village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nice spacious ground floor one bedroom apartment. Just remodeled with new kitchen and bathroom. Front and rear patios. ...
From $189 per night (USD)Expedia
From $160 per night (USD)VRBO
Tropical Retreat w/ charming garden near downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
West of Trail and steps from Sarasota Bay in a tranquil, lush neighborhood, "The Heliconias" is a spacious and comforta ...
From $160 per night (USD)VRBO
From $1163 per night (USD)VRBO
The BRYSON-CRANE HISTORIC RESIDENCE c. 1925, for the 2024 Sarasota Winter Season
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
[Go to https://youtu.be/lHyBaNzdT_w for a video tour of the property] The Bryson-Crane House is located in the quiet cu ...
From $1163 per night (USD)VRBO
From $190 per night (USD)VRBO
Beautiful 2 bedroom home just minutes away from Sarasota Bay.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Spectacular Sarasota. Totally private. Great small neighborhood. House is on a quiet cul-de-sac. Newly renovated. Nestle ...
From $190 per night (USD)VRBO
From $408 per night (USD)Expedia
Near Siesta Key | Private Heated Pool & Spa | Palm-Lined Resort-Style Lanai
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Magnolia House Sarasota, a thoughtfully hosted private retreat just minutes to Siesta Key Beach. Enjoy your ow ...
From $408 per night (USD)Expedia
From $219 per night (USD)VRBO
Cozy house at Arlington Park
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This charming, cozy, and minimalistic mid-century modern home is located in Arlington Park neighborhood. This home is ce ...
From $219 per night (USD)VRBO
From $109 per night (USD)Expedia
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SouthGate neighbor is a quiet older neighborhood with lots of trees. Good for walking or biking. Phillippi Creek runs by ...
From $109 per night (USD)Expedia
From $139 per night (USD)VRBO
The Bromeliads - Cozy Cottage close to everything w/ grill on patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to a serene oasis West of the Trail, the "Bromeliads", where salty breezes and tropical gardens welcome you. The ...
From $139 per night (USD)VRBO
From $502 per night (USD)Expedia
Modern Adobe Oasis~Heated Pool~Fresh Remodel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You'll love this stylish experience with a centrally-located 6 minute drive to downtown home! Newly remodeled interior a ...
From $502 per night (USD)Expedia
From $355 per night (USD)VRBO
City Escape near Sarasota Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stylish Getaway with Private Pool & Spa – Minutes from Downtown Sarasota Enjoy a stylish experience at this centrally lo ...
From $355 per night (USD)VRBO
From $234 per night (USD)VRBO
Downtown SRQ *Laurel Park * 2 bedrooms * 75” TV
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Discover the perfect blend of comfort and convenience in this charming two bedroom villa in downtown Sarasota. ...
From $234 per night (USD)VRBO
From $169 per night (USD)VRBO
VILLA SIESTA-DOWNTOWN SECRET - HEATED POOL! NEAR BEACHES- GOLFING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Villa Siesta II ! MY name is KATYA . Hi! .We are NEWISH on VRBO but. not new to hosting,. W ...
From $169 per night (USD)VRBO
From $187 per night (USD)Expedia
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfe ...
From $187 per night (USD)Expedia
From $476 per night (USD)VRBO
Condo Cuteness with Stellar View ~ On The Water Perfectly Located
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Perfectly located near the amazing Lido Beach and trendy Downtown Sarasota. Only an 8 minute drive from SRQ Airport & th ...
From $476 per night (USD)VRBO
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Attn: Beach adventurers and pet friendly seekers, close to downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this centrally located vacation pad that is light, bright and welcoming. This gem is close to shopping & restaura ...
Click For PricingExpedia
From $230 per night (USD)VRBO
HoneyBee Loft in Best Downtown area nestled between High-End Residential
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This boutique hotel in in a historic 1950's Sarasota School of Architecture building with lots of original details and d ...
From $230 per night (USD)VRBO
From $257 per night (USD)Expedia
Apartment in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take a break and unwind at this peaceful oasis. This Condo is located near Lido Beach, Downtown Sarasota, St. Armand's C ...
From $257 per night (USD)Expedia
From $227 per night (USD)VRBO
Sarasota condo near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This resort style brand new condo has it all!! With only 5 min drive to Downtown Sarasota and 10 minutes to LIDO BEACH. ...
From $227 per night (USD)VRBO
From $345 per night (USD)Expedia
Your special private slice of Paradise for your get away, 100% 5 stars.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Spend your vacation leisurely relaxing in your ultra private pool or hot tub, surrounded by tropical landscaping. The se ...
From $345 per night (USD)Expedia
From $397 per night (USD)VRBO
Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Shoreline! Bring the whole family for a relaxing vacation in Sarasota, FL. This 4-bedroom, 2.5-bathroom home ...
From $397 per night (USD)VRBO
From $247 per night (USD)Expedia
Paradise Palms | Saltwater Heated Pool + Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
BNB Breeze Presents: Paradise Palms! Pristine home in the heart of a quiet neighborhood in Sarasota minutes from Downtow ...
From $247 per night (USD)Expedia
From $334 per night (USD)VRBO
Modern Organic King Beds Salt POOL/SPA Dwtn Sarasota Retreat near Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
What You'll Love: ✓ Modern and Organic design throughout with 2 workspace areas and high-speed WIFI. ✓ Peaceful la ...
From $334 per night (USD)VRBO
From $243 per night (USD)Expedia
Stylish 2/2 CORNER UNIT Pool View w/ 2 terraces 4th Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your Sarasota stay in this newly furnished corner unit on the 4th floor of The Strand in building B. It offers 13 ...
From $243 per night (USD)Expedia